• 제목/요약/키워드: Trans11-$C_{18:1}$

검색결과 59건 처리시간 0.025초

우레아 분별된 들기름 가수 분해물을 이용한 Conjugated Linolenic Acid(CLnA)의 합성 (Preparation of Conjugated Linolenic Acid from Urea Fractionated Perilla Seed Oil Hydrolysate)

  • 이경수;신정아;이기택
    • 한국식품영양과학회지
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    • 제40권12호
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    • pp.1734-1742
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    • 2011
  • 본 실험에서는 들기름에 약 60%로 존재하는 ${\alpha}$-linolenic acid를 알칼리 이성질화 반응을 이용하여 CLnA(conjugated linolenic acid)와 CLA(conjugated linoleic acid)를 생산하고자 하였다. 들기름을 가수분해한 뒤에 10분에서 6시간까지의 반응시간과 5%에서 60%까지의 NaOH 농도에서 CLnA와 CLA의 생성을 표준물질과 함께 GC와 spectrophotometer를 이용하여 확인하였다. 시간에 따른 CLnA와 CLA 함량 변화는 나타나지 않았으나, NaOH 농도가 증가함에 따라서 CLnA와 CLA가 유의적으로 증가하는 경향을 보였다. 반응조건 중, 20% KOH, $180^{\circ}C$, 1시간 반응에서 14.5%와 14%의 CLnA와 CLA의 함량을 나타냈으며, 42.2%의 C18:3 conjugated 이성질체가 생성되었다. 이성질체를 확인하기 위해 GC-MS 그리고 FT-IR을 이용한 실험을 수행하였다. GC-MS의 ion peak 분석 결과, conjugated 형태에서만 특징적으로 나타나는 m/z=91 ion peak를 확인할 수 있었고, CLA와 CLnA의 분자량이 C18:2와 C18:3과 일치하는 것을 확인할 수 있었다. 그리고 NIST Library에서 검색된 methyl 9c, 11t-CLA, methyl 10t, 12c-CLA와 methyl 9cis, 11trans, 13trans-octadecatrienoate의 결과와 일치하는 ion peak를 형성하였다. 이 외의 이성질체는 FT-IR 분석 결과, 높은 trans fatty acid 함량을 보여 알칼리 이성질화 반응 시, $180^{\circ}C$의 높은 열에 반응을 하여 trans 형태의 conjugated form이 다량 생성된 것으로 사료된다. conjugated 이성질체의 생성 양을 높이기 위해 들기름 가수분해물을 우레아 분별을 한 뒤에, ${\alpha}$-linolenic acid의 함량을 70%까지 높인 뒤에 알칼리 이성질화 반응을 수행한 결과 CLnA의 생성 양이 16.6%까지 증가한 것을 확인할 수 있었다. 그러나 CLnA 이외의 conjugated 지방산 함량의 변화는 없었다.

Effect of Soybean Oil Supplementation on the Contents of Plasma Cholesterol and Cis9, trans11-CLA of the Fat Tissues in Sheep

  • Choi, S.H.;Wang, J.H.;Kim, Y.J.;Oh, Y.K.;Song, M.K.
    • Asian-Australasian Journal of Animal Sciences
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    • 제19권5호
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    • pp.679-683
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    • 2006
  • A feeding trial was conducted with 10 sheep for 12 weeks to examine the effect of soybean oil (SBO) supplementation on long-chain fatty acids composition, especially cis9,trans11-conjugated linoleic acid (c9,t11-CLA) in fat tissues. Sheep were fed either a SBO supplemented diet (5%, DM basis) or a control diet without SBO. Chopped rye grass hay was fed as roughage. Concomitant increases in contents of total cholesterol (T-C) and HDL-cholesterol (HDL-C) in the plasma of sheep were observed from the SBO supplementation. The supplementation of SBO reduced (p<0.05) the proportions of $C_{16:1}$, $C_{17:0}$ and $C_{17:1}$ but increased (p<0.05) the proportions of $C_{18:0}$ and octadecenoic acid (t11-$C_{18:1}$) in the intramuscular fat. The $C_{18:0}$ proportion only in the subcutaneous fat was increased (p<0.05) by the SBO supplementation. The SBO supplementation slightly increased CLA proportion in the intramuscular fat and subcutaneous fat.

Effect of C18-polyunsaturated Fatty Acids on Their Direct Incorporation into the Rumen Bacterial Lipids and CLA Production In vitro

  • Choi, S.H.;Song, M.K.
    • Asian-Australasian Journal of Animal Sciences
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    • 제18권4호
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    • pp.512-515
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    • 2005
  • An in vitro study was conducted to determine the effect of C18-polyunsaturated fatty acid on direct incorporation into the rumen bacteria, bio-hydrogenation and production of CLA in vitro. Sixty milligrams of linoleic acid ($C_{18:2}$) or linolenic acid ($C_{18:3}$) were absorbed into the 0.5 g cellulose powder was added to the 150 ml culture solution consisting of 120 ml McDougall's buffer and 30 ml strained rumen fluid. Four uCi of 1-$^{14}C_{18:2}$ or 1-$^{14}C_{18:3}$ (1 uCi/15 mg each fatty acid) were also added to the corresponding fatty acids to estimate the direct incorporation into the bacterial lipids. The culture solution was then incubated anaerobically in a culture jar with stirrer at 39$^{\circ}C$ for 12 h. Ammonia concentration and pH of the culture solution were slightly influenced by the fatty acids. Amount of fatty acid incorporated into the bacteria was 1.20 mg and 0.43 mg/30 ml rumen fluid for $C_{18:2}$ and $C_{18:3}$, respectively during 12 h incubation. Slightly increased CLA (sum of cis-9, trans-11 and cis-10, trans-12 $C_{18:2}$) was obtained from the $C_{18:3}$ addition compared to that from $C_{18:2}$ after 12 h incubation in vitro.

pH Affects the In vitro Formation of cis-9, trans-11 CLA and trans-11 Octadecenoic Acid by Ruminal Bacteria When Incubated with Oilseeds

  • Wang, J.H.;Song, M.K.
    • Asian-Australasian Journal of Animal Sciences
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    • 제16권12호
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    • pp.1743-1748
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    • 2003
  • The effect of pH on the fermentation characteristics and the formation of cis-9, trans-11 conjugated linoleic acid (CLA) and trans-11 octadecenoic acid by mixed ruminal bacteria was examined in vitro when incubated with linseed or rapeseed. Concentrate (1%, w/v) with ground linseed (0.6%, w/v) or rapeseed (0.5%, w/v) was added to 600 ml mixed solution of strained rumen fluid with artificial saliva (1:1, v/v), and was incubated anaerobically for 12 h at $39^{\circ}C$. The pH of culture solution was maintained at level close to 4.5, 5.3, 6.1 and 6.9 with 30% $H_2SO_4$ or 30% NaOH solution. pH increment resulted in increases of ammonia and total volatile fatty acid (VFA) concentration in culture solutions containing both oilseeds. Fermentation did not proceeded at pH 4.5. Molar proportion of acetate decreased but that of propionate increased as pH increased when incubated with oilseeds. While the hydrogenating process was very slow at the pH range of 4.5 to 5.3, rapid hydrogenation was found from the culture solutions of pH 6.1 and 6.9 when incubated with linseed or rapeseed. As pH in culture solution of linseed or rapeseed increases proportions of oleic acid (cis-9 $C_{18:1}$) and trans-11 octadecenoic acid increased but those of linoleic acid and linolenic acid decreased. The CLA proportion increased with pH in culture solution containing rapeseed but CLA was mostly not detected from the incubation of linseed.

Addition Effect of Seed-associated or Free Linseed Oil on the Formation of cis-9, trans-11 Conjugated Linoleic Acid and Octadecenoic Acid by Ruminal Bacteria In Vitro

  • Wang, J.H.;Song, M.K.;Son, Y.S.;Chang, M.B.
    • Asian-Australasian Journal of Animal Sciences
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    • 제15권8호
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    • pp.1115-1120
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    • 2002
  • The effects of seed-associated or free linseed oil on fermentation characteristics and long-chain unsaturated fatty acids composition, especially the formation of conjugated linoleic acid (CLA) and octadecenoic acid (trans-11 $C_{18:1}$, $t-C_{18:1}$) by mixed ruminal bacteria were examined in vitro. Concentrate (1% of culture solution, w/v, as-fed basis) with ground linseed (0.6% of culture solution, w/v, DM basis) or linseed oil as absorbed onto ground alfalfa hay was added to 600 ml mixed solution consisting of strained rumen fluid and artificial saliva at the ratio of 1:1 in a glass culture jar. The culture jar was covered with a glass lid with stirrer, and placed into a water-bath ($39^{\circ}C$) and incubated anaerobically up to 24 h. Seed-associated or free linseed oil did not significantly affect the pH and ammonia concentration in the culture solution. Molar percent of acetate tended to increase while that of propionate decreased with the addition of free oil treatment throughout the incubation. Differences in bacterial number were relatively small, regardless of the form of supplements. Decreasing trends in the compositions of linoleic acid ($C_{18:2}$) and linolenic acid ($C_{18:3}$) but increasing trends of stearic acid ($C_{18:0}$), $t-C_{18:1}$ and CLA compositions were found from culture contents up to 12h incubation when incubated with both ground linseed and linseed oil. The compositions of $C_{18:0}$, $C_{18:2}$ and $C_{18:3}$ were greater but those of oleic acid ($C_{18:1}$), $t-C_{18:1}$ and CLA were smaller in a culture solution containing ground linseed than those containing linseed oil. The ratio of $t-C_{18:1}$ to CLA was lower in the culture solutions containing linseed oil up to 12h incubations as compared to those containing ground linseed.

Reversed-phase 및 $Ag^{+}$-HPLC에 의한 Conjugate Trienoic Acid 함유(含有) Triacylglycerol 분자종(分子種)의 상호분리(相互分離) (Resolution of the Triacylglycerols Containing Conjugate Trienoic Acids into Their Molecular Species by HPLC in the Reversed-phase and Silver Ion Mode)

  • 김성진;우효정;조용계
    • 한국응용과학기술학회지
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    • 제18권3호
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    • pp.197-213
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    • 2001
  • Conjugate trienoic acids (CTA) occurred in triacylglycerols (TGs) of the seed oils of Trichosanthes kirilowii, Momordica charantia and Aleurites fordii, and they were easily converted to their methyl esters in a mixture of sodium methoxide-methanol without any structural destruction. The main fatty acids in triacylglycerol (TG) fraction of the seed oils of Trichosanthes kirilowii are $C_{18:2{\omega}6}$ (32.2 mol %), $C_{18:3{\;}9c.11t,13c}$ (38.0 mol %) and $C_{18:1{\omega}9}$ (11.8 mol %), followed with $C_{16:0}$ (4.8 mol %) and $C_{18:0}$ (3.1 mol %). The TG fraction was resolved into 20 TG molecular species according to the partition number (PN) by reversed-phase (RP)-HPLC. The main TG species were $DT_{c2}$, $MDT_{c}$ and $D_{2}T_{c}$, of which amounts reached 63 mol % of total TG molecular species. The TG sample was fractionated into 11 fractions according to the number of double bond in the molecule by $Ag^{+}-HPLC$ and the species of $DT_{c2}$, $MDT_{c}$ and $D_{2}T_{c}$ were also eluted as main components. The TG species containing CTA showed unusual behaviours in the order of elution by HPLC ; first, TG moleular species of $DT_{c2}$ (D; dienoic acid, $T_{c}$; punicic acid, $T_{ci}$; ${\alpha}-eleostearic$ acid, M ; monoenoic acid, $S_{t}$; stearic acid) was eluted earlier than $Mt_{c2}$, although they have the same PN number of 40, and, secondly, the species of $DT_{ci2}$ with eight double bonds was eluted earlier than that of $D_2T_{ci}$ with seven double bonds. Intact TG of the seed oils of Momordica charantia contained mainly fatty acids such as $C_{18:3{\omega}9c,11t,13t}$ (57.7 mol %), $C_{18:1{\omega}9}$ (17.4 mol %), $C_{18:0}$ (12.3 mol %) and $C_{18:2{\omega}6}$ (10.6 mol %), and was classified into 13 fractions by RP-HPLC. The main TG species were as follows ; $MT_{ci2}$ [$(C_{18:1{\omega}9})(C_{18:3\;9c,11t,13t})_{2}$, 39.1 mol %] and $S_{t}T_{ci2}$ [$(C_{18:0})(C_{18:3\;9c,11t,13t})_2$, 33.9 mol %] comprising about 73 mol % of total TG species, accompanied by $DT_{ci2}$ [$(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13t})_{2}$, 7.3 mol %], $D_{2}T_{ci}$ [$ (C_{18:2{\omega}6})_{2}(C_{18:3\;9c,11t,13t})$, 3.6 mol %] and $MDT_{ci}$ [$(C_{18:1{\omega}9})(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13t})$, 3.5 mol %]. Simple TG species of $T_{ci3}$ [$(C_{18:3\;9c,11t,13t})_3]$ was present in a small amount of 1.4 mol %, but other simple TG species were not detected. The TG was also resolved into 11 fractions according to the number of double bond by $Ag^{+}-HPLC$, and the species were mainly occupied by $MT_{ci2}$ [$(C_{18:1{\omega}9})(C_{18:3\;9c,11t,13t})_{2}$, 39.4 mol %] and $S_tT-{ci2}$ [$(C_{18:0})(C_{18:3\;9c,11t,13t})_{2}$, 35.4 mol %] $DT_{ci2}$ species with eight double bonds was also developed faster than $D_2T_{ci}$ one with seven double bonds as indicated in the analysis of TG of the seed oils of T. kirilowii, and $MT_{ci2}$ species with cis, trans, trans-configurated double bond was eluted earlier than $MT_{c2}$ species with cis, trans, cis-configurated double bond. The main components of fatty acid in total TG fraction isolated from the seed oils of of Aleurites fordii were in the following order ; $C_{18:3\;9c,11t,13t}$ (81.2 mol %)> $C_{18:2{\omega}6}$ (8.5 mol %)> $C_{18:1{\omega}9}$ (5.4 mol %)$. With resolution of the TG by RP-HPLC, eight fractions such as $T_{ci3}$, $Dt_{ci2}$, $D_{2}T_{ci}$, $MT_{ci2}$, $PT_{ci2}$ (P; palmitic acid), $PMT_{ci}$, $PDT_{ci}$ and $S_{t}T_{ci2}$ ($S_{t}$; stearic acid) were isolated, respectively. TG species of $T_{ci3}$ [$(C_{18:3\;9c,11t,13t})_{3}$, 54.2 mol %], $DT_{ci2}$ [$(C_{18:2{\omega}6})(C_{18:3\;9c,11t,13t})_{2}$, 15.0 mol %] and $MT_{ci2}$ [$(C_{18:1{\omega}9})(C_{18:3 9c,11t,13t})_{2}$, 14.8 mol %] were present as main species.

Trans 지방과 쌀, 콩을 첨가한 빵의 섭취가 건강한 성인 남녀의 혈장 지질 및 지방산 조성에 미치는 영향 (Effect of Breads Containing Trans Fat, Soybean or Rice on Plasma Lipid and Fatty Acid Composition in Healthy Korean Adults)

  • 노경희;허영;장지현;김소희;신진혁;김도훈;이승환;이경식;박용규;조경환;송영선
    • 한국식품영양과학회지
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    • 제38권8호
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    • pp.1042-1049
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    • 2009
  • 본 연구는 서울지역에 거주하는 건강한 성인 남녀(남자 23명, 여자 10명) 33명을 대상으로 trans 지방 3.75 g을 첨가 한 쌀 빵, 콩 빵과 밀 빵의 섭취가 식후 혈장에서의 지방산과 지질흡수에 미치는 효과를 확인하기 위하여 실시하였다. 시험군은 각 군 당 11명씩 3군으로 분류하였다. 쌀 빵은 밀가루 40 g과 쌀가루 40 g에 trans 지방 3.75 g을, 콩 빵은 콩가루 30 g과 밀가루 50 g에 trans 지방 3.75 g을 첨가하였고, 밀빵은 밀가루 80 g에 trans 지방 3.75 g을 첨가하여 식빵 형태로 각각 조제하였다. 대상자들은 8시간 공복 후 각각의 빵을 섭취하고 0, 1, 2, 3, 4시간 후 채혈하였고, 이는 혈중 지방산과 trans 지방산의 농도 및 지질 수준 분석에 이용되었다. 포화지방산인 C16:0과 C18:0의 수준은 밀 빵을 섭취한 군에서는 시간의 경과에 따라 유의적인 차이를 보였으나 콩 빵과 쌀 빵을 섭취한 군에서는 섭취 후 유사한 수준이었다. C16:0은 콩 빵과 밀 빵을 섭취한 군에서는 섭취 1시간 후에 peak에도달하였으나 시간이 경과함에 감소하는 경향을 보여 섭취4시간 후 밀 빵 군에서는 변화량은 섭취 전의 수준과 유사하였으나 콩 빵 군에서는 섭취하기 전보다도 낮아지는 것으로 나타났다. C18:0은 섭취 1시간 후 콩 빵과 쌀 빵을 섭취한군이 밀 빵을 섭취한 군에 비해 유의적으로 감소하였으나 콩 빵과 쌀 빵 군 간에 유의적인 차이는 없었다. Trans 지방산인 C18:1t과 18:2t는 세 군 모두에서는 섭취 2시간 후 가장 높은 수준을 보였으며 섭취 4시간 후에는 콩 빵 섭취한 군에서의 C18:1t의 혈중 농도가 가장 낮았다. C18:1c은 섭취 4시간 후 콩 빵 군에서 가장 낮았고 쌀 빵 군에서 가장 높았다. 또한 콩 빵의 섭취는 TG의 증가를 효과적으로 억제하였다. 이상의 결과로 미루어 볼 때 콩 빵의 섭취는 밀 빵을 섭취했을 때보다 혈중 trans 지방산을 비롯한 포화지방산 농도와 TG의 수준을 저하하였으며 이것은 콩에 함유된 식이섬유와 생리활성물질들이 지방산과 지방의 체내 흡수율을 저하시키거나 흡수속도를 느리게 하는 때문으로 사료된다. 따라서 trans 지방산을 비롯한 포화지방산과 TG의 체내 농도를 저하시키기 위해서는 밀 빵보다 콩 빵의 형태로 섭취하는 것이 유익할 것으로 사료된다.

땅콩 품종 및 생육기별 trans-Resveratrol 함량 (tans-Resveratrol Content of Varieties and Growth Period in Peanut)

  • 이미자;정영근;김형순;박기훈;두홍수;서득용
    • 한국작물학회지
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    • 제48권6호
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    • pp.429-433
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    • 2003
  • 본 연구에서는 땅콩의 resveratrol에 대한 체계적인 연구를 위하여 고속액체크로마토그래피HPLC)를 이용한 땅콩의 trans-resveratrol 분석체계 확립과 품종 및 생육시기별 trans-resveratrol 함량 변화를 구명하여 금후 고부가가치 고함유 기능성 품종개발의 기초 자료로 활용하고자 수행한 결과를 요약하면 다음과 같다. 1. HPLC를 이용한 trans-resveratrol 분석조건은 컬럼은 Xterra $\textrm{C}_{18}$, 이동상 용매조성은 (A) glacial acetic acid DCW(52.6 : 900)과 (B) acetonitril solution A(80:20), 용매흐름속도는 1.1 ml/min, 검출기는 UV-Vis detector 308 nm 이었다. 2. 땅콩에서 trans-resveratrol 추출시 추출용매의 경우 80%EtOH과 80%MeOH이 유의차가 없었고, 추출온도의 경우에도 온도간 유의성이 인정되지 않았으며, ICH guideline에 따른 안전성과 경제성을 고려한 trans-resveratrol의 최적추출 조건은 80% EtOH, $25^{\circ}C$, 45분이었다. 3. 땅콩 품종별 trans-resveratrol 함량 분포범위는 0.018-1.125 $\mu\textrm{g}/\textrm{g}$으로 품종별 유의차가 있었으나, 초형과 립 크기에 따른 trans-resveratrol 함량은 일정한 경향을 보이지 않았다. 4. 종실과 종피를 포함한 종실의 trans-resverarol함량은 종실(0.152-0.305 $\mu\textrm{g}/\textrm{g}$) 보다 종피를 포함한 종실(0.188-0.345 $\mu\textrm{g}/\textrm{g}$)에서 더 높았다. 5. 생육시기별 trans-resveratrol 함량은 신남광땅콩(0.227$\mu\textrm{g}/\textrm{g}$ 대광땅콩(0.418 $\mu\textrm{g}/\textrm{g}$)은 파종 후 110일에 팔광땅콩(0.486 $\mu\textrm{g}/\textrm{g}$)과 밀양16호(0.441 $\mu\textrm{g}/\textrm{g}$)는 파종 후 130일에 가장 높았다.

Rubber seed oil and flaxseed oil supplementation on serum fatty acid profile, oxidation stability of serum and milk, and immune function of dairy cows

  • Pi, Yu;Ma, Lu;Wang, Hongrong;Wang, Jiaqi;Xu, Jianchu;Bu, Dengpan
    • Asian-Australasian Journal of Animal Sciences
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    • 제32권9호
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    • pp.1363-1372
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    • 2019
  • Objective: This study was designed to investigate the effect of diet supplementation with rubber seed oil and flaxseed oil on serum fatty acids profile, oxidation stability of serum and milk, and immune function of dairy cows. Methods: Forty-eight mid-lactation Holstein dairy cows were randomly assigned to one of four treatments for 8 wk, including basal diet (CON) or the basal diet supplemented with 4% rubber seed oil (RO), 4% flaxseed oil (FO) or 2% rubber seed oil plus 2% flaxseed oil (RFO) on a dry matter basis. Results: Compared with CON, all the oil groups increased the levels of trans-11 C18:1 (vaccenic acid), cis-9, trans-11 C18:2 (conjugated linoleic acid, CLA) and C18:3 (${\alpha}$-linolenic acid, ALA) in serum. Both the activity of glutathione peroxidase and catalase in serum and milk in oil groups were decreased, which were negatively correlated with the levels of cis-9, trans-11 CLA and ALA. The concentrations of proinflammatory factors (tumor necrosis factor ${\alpha}$ and interferon ${\gamma}$) in serum of oil groups were lower than that from the CON cows. Conclusion: These results indicate that diet supplementation with RO or FO could alter serum fatty acid profile and enhance the immune function of dairy cows. However, the negative effect on milk oxidation stability should be considered when feeding these n-3 polyunsaturated fatty acid-enriched oils in dairy production.

Conjugated Linoleic Acid(CLA)를 함유한 기능성 저트랜스 유지의 효소적 합성 및 이화학적 특성 연구 (Enzymatic Synthesis of Low-trans Fats Containing Conjugated Linoleic Acids and Their Physicochemical Characteristics)

  • 남하영;이기택
    • 한국식품영양과학회지
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    • 제37권6호
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    • pp.752-760
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    • 2008
  • One liter stirred-tank batch reactor에서 기질들의 부피 비율을 1:2:7(fully hydrogenated soybean oil : SL-olive+CLA : palm oil)하고 RM IM lipase를 사용하여 CLA를 함유한 재구성 지질을 합성하였다. 합성된 재구성지질은 총 CLA를 7.6 area% 함유하였고, 주요 지방산 조성은 oleic acid (38.1 area%), palmitic acid(33.1 area%), stearic acid(12.2area%) 및 linoleic acid(7.3 area%)로 분석되었으며 트랜스지방산은 분석한계 미만(0.1 area%)으로 검출되었다. Reversed-phase(RP) HPLC 분석 결과, 재구성 지질의 TAG 형태는 PN=44(1.52 area%), PN=46(21.79 area%), PN=48(53.71 area%) 및 PN=50(11.1 area%)의 범위로 나타내었다. 합성된 지질의 토코페롤 함량을 분석한 결과는 ${\alpha}$, ${\gamma}$-토코페롤이 각각 4.7, 1.0 mg/100 g로 반응기질보다 감소하였고, 이의 산가, 비누화가, 요오드가의 측정 결과는 각각 0.4, 173.9, 59.0이었다. 재구성 지질의 융점은 세 개의 피크를 보이며 각각 8.7, 25.3 및 $40.9^{\circ}C$으로 나타났고 결정화점은 각각 0.7, $18.2^{\circ}C$로 분석되었다. 또한 고체지 함량은 31.8%($25^{\circ}C$), 22.3%($30^{\circ}C$), 13.9%($35^{\circ}C$)를 나타내어 상업적인 쇼트닝과 유사한 물성을 보였다. 재구성 지질의 녹는점은 $39.8^{\circ}C$로 측정되었고, hardness value는 63.8 g로 분석되었다.